82574-97-8Relevant articles and documents
Cope Rearrangements of Donor Substituted 1,5-Hexadienes
Dollinger, Michael,Henning, Wolfgang,Kirmse, Wolfgang
, p. 2309 - 2325 (2007/10/02)
Alkoxy, alkylthio, and dialkylamino groups in position 3 of 1,5-hexadiene and in position 2 of 3,3-dimethyl-1,5-hexadiene have rather small effects on the Cope rearrangement (maximum rate acceleration by a factor of 60; maximum ΔEa = 5,5 kcal/mol = 23 kJ/mol).The pattern of substituent effects is more consistent with a diradicaloid mechanism than with a concerted sigmatropic rearrangement.
